Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chloro-6-methoxyquinoline-3-carbaldehyde | HCID 689079 | — |
| Reactant | HCID 178489560 | HCID 178489560 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86639114 | HCID 86639114 | — |
Reaction Steps
2-Chloro-6-methoxyquinoline-3-carbaldehyde (2.66 g, 12 mmol) was dissolved in THF (40 mL) under nitrogen and cooled to −78° C. At this temperature, a solution of 2-methoxyphenyl magnesium bromide (1M, 12.1 mL, 13.32 mmol) in THF was added by drops. Then the mixture was heated slowly to room temperature. The batch was mixed with water and extracted several times with ethyl acetate. The combined organic phases were washed with water until neutral, dried (sodium sulfate) and concentrated. Yield: 3.9 g (11.8 mmol, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08686002B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-808ec6fc1470445d8a379e49f2906527 |
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| Source note | uspto-grants-2014_04 |
|---|